3,4-Dibenzyloxybenzaldehyde丨CAS 5447-02-9

3,4-Dibenzyloxybenzaldehyde丨CAS 5447-02-9
Product Introduction:
Catalog No.: SS072354
CAS No.: 5447-02-9
Purity: 98% min
Product Name: 3,4-Dibenzyloxybenzaldehyde
Molecular Formula: C21H18O3
Molecular Weight: 318.37
Synonym(s): 3,4-Bis(benzyloxy)benzaldehyde
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Technical Parameters
Description

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Specifications

 

Appearance Light Yellow to Yellow Powder
Purity 98% min
Total Impurities 2.0% max
Loss on drying 0.5% max

 

 

 

Applications

 

1. Organic Synthesis Intermediate

Serves as a precursor to 3,4-dihydroxyphenylethanol, achieving high yields through methods that avoid highly toxic reagents and minimize environmental impact.

Used in synthesizing 5,6-dihydroxyindole, a compound relevant in the production of melanin, dyes, fragrances, and pharmacological agents. Its benzyloxy groups protect the phenolic sites during multistep reactions, enabling higher yields and reduced by-products.

2. Pharmaceutical Intermediate

Plays a key role in the synthesis of droxidopa, a therapeutic agent for neurogenic orthostatic hypotension in Parkinson's disease and related disorders.

In the synthetic route, 3,4-dibenzyloxybenzaldehyde is obtained via protection of 3,4-dihydroxybenzaldehyde, followed by further transformations including condensation, acetylation, and deprotection to yield the active pharmaceutical ingredient.

The protection strategy allows for efficient reactions without degradation of sensitive phenolic hydroxyl groups.

3. Specialty Research & Synthesis

Widely used in research laboratories and industrial-scale synthesis as an intermediate for producing phenolic derivatives, bioactive molecules, and specialty chemicals.

Not intended for direct application in consumer products without further processing or modification.

Benefits

 

High Yield and Efficiency

Enables high-yield conversions for downstream compounds, supporting cost-effective manufacturing.

Protection of hydroxyl groups minimizes side reactions, improving purity and yield.

Synthetic Versatility

Applicable across multiple chemical pathways, making it suitable for fine chemical production, pharmaceutical synthesis, and advanced material research.

Cost and Environmental Efficiency

Avoids excessively toxic reagents and employs greener synthesis methods, reducing waste and lowering production costs.

Strategic Protection Group Functionality

Benzyloxy groups serve as effective protecting groups for phenolic hydroxyls, allowing controlled multistep synthesis while preserving functional group integrity.

Conclusion

3,4-Dibenzyloxybenzaldehyde is a valuable intermediate in both organic and pharmaceutical synthesis. Its stability, ease of handling, and strategic use as a protected form of 3,4-dihydroxybenzaldehyde make it indispensable for high-yield production of compounds such as droxidopa, 3,4-dihydroxyphenylethanol, and 5,6-dihydroxyindole. Its combination of high yield potential, environmental compatibility, and functional versatility ensures its continued use in both laboratory and industrial chemical processes.

 

 

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